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Entry |
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Classification |
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Carotenoid Name
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IUPAC name |
(3'S,5'R)-3'-Hydroxy-beta,kappa-caroten-6'-one
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Formula |
C40H56O2
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Molecular Weight |
568.848 g/mol
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Structure |
Search similar carotenoids
Mol file
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Carotenoid DB Fingerprints |
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Biological functions/Properties |
High bioactivity of anti-amyloid aggregation (Half maximal inhibitory concentration =1.97μM) (Ref.765).
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Number of
conjugated double bonds |
11 including one ketone (11 in total)
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Number of
conjugated multiple bonds |
11 including one ketone (11 in total)
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Isomers |
Constitutional isomer: CA01213, CA00140, CA00078, CA00079, CA00164, CA00207, CA00208, CA00204, CA00218, CA00233, CA00234, CA00206, CA00205, CA00249, CA00248, CA00261, CA00373, CA00374, CA00327, CA00326, CA00375, CA00328, CA00329, CA00330, CA00331, CA00399, CA00435, CA00402, CA00401, CA00400, CA00430, CA00434, CA00403, CA00480, CA00582, CA01237, CA00597, CA00598, CA00615, CA00599, CA00600, CA00616, CA00614, CA00623, CA00676, CA00692, CA00691, CA00689, CA00686, CA00687, CA00685, CA00682, CA00690, CA00683, CA00684, CA00688, CA01228
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InChI |
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InChIKey |
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Canonical SMILES |
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XLogP |
11.977
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Hydrogen Bond donors
(Lipinski's definition) |
1
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Hydrogen Bond Acceptors
(Lipinski's definition) |
2
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| LipinskiFailures |
2
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| Complexity of molecule |
0.306
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| Number of heavy atoms |
42
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TPSA
(Topological Polar Surface Area) |
37.300 Å2
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Reaction |
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Pathway |
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Major carotenoid information |
Main carotenoid in red mamey (Ref.759).
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Minor carotenoid information |
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Source organisms |
Capsicum annuum (Ref.447) - Land plant: red pepper (Streptophyta - Solanaceae)Pouteria sapota (Ref.765) - Land plant: red mamey sapote, species of tree native to Cuba and Central America. Fruit is commonly eaten in many Latin American countries. It is is about 10 to 25 cm (4 to 10 in) long and 8 to 12 cm (3 to 4.5 in) wide and has flesh ranging in color from pink to orange to red. The fruit's texture is creamy and soft, the flavor is a mix of sweet potato, pumpkin, honey, prune, peach, apricot, cantaloupe, cherry, and almond. (Streptophyta - Chrysophylloideae)
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References |
Ref.765: Johant Lakey-Beitia, Deborah Doens, D Jagadeesh Kumar, Enrique Murillo, Patricia L Fernandez, KS Rao, Armando A Durant-Archibold1, Clinical Interventions in Aging · May 2017, DOI: 10.2147/CIA.S134605,“Anti-amyloid aggregation activity of novel carotenoids: implications for Alzheimer’s drug discovery”.
Ref.447: Cholnoky, L.; Szabolcs, J., Acta Chimica Academiae Scientiarum Hungaricae (1960), 22, 117-19., "Structure of the coloring matter of paprika".
Ref.759: Enrique Murillo, Attila Agócs, Veronika Nagy, Sándor Balázs Király, Tibor Kurtán, Eunice Molinar Toribio, Johant Lakey-Beitia, József Deli, Chirality. 2020;32:579–587., DOI: 10.1002/chir.23206, "Isolation and identification of sapotexanthin 5,6-epoxide and 5,8-epoxide from red mamey (Pouteria sapota)".
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CAS |
7044-42-0
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Links to other DB |
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